It’s like so blah, right?
Sky’s family goes on the same vacation every year to the beautiful Lanai Beach Resort + Spa in sunny sunny Fort Lauderdale, Florida. It’s always his dad’s birthday gift to him, kind of – they’d be going on a family vacation anyway, but his birthday always coincides with the first day of the trip and he just combines them all to get away with not getting any other present. Sky isn’t ungrateful – he knows that not everyone gets to go on a nice vacation every year and it really is a gift just to get to go – but he’s gone here for 18 years straight. He’s 18 as of the start of the trip and heading off to college at the end of the summer, so he’d like a little more adventure beyond playing badminton with the other guys his age and drinking virgin pina coladas on the beach.
So yeah. Blah.
Thankfully his parents give him a little more agency than they did a few years ago. Him and his younger brother Ace are old enough that they don’t need to be supervised, and his parents are close enough to being empty nesters that they just want to find a beach chair by the pool and read their books. After family breakfast, it’s free reign until dinner.
He’s settled into a routine. They checked in at 3 the first day and had birthday dinner as family, complete with the waiters bringing a cake in with an 18 candle on top, everyone singing happy birthday. and Sky putting his head in his paw in embarrassment. The next two days were exactly the same – put his bathing suit on in the morning, go for a swim, watch Youtube Shorts by the ocean, lunch, a little badminton, a little snorkeling, hang out in the hotel room, dinner, watch the waves, talk to his brother in their bedroom for a while, go to sleep.
The plan for today is exactly the same, actually. On a beach chair by the pool, he pulls his phone out. He starts scrolling a little bit, absentmindedly thinking about how hard it is to get off here. He’s never quite found a way to get everyone off of his tail long enough for him to bust one out.
Then he realizes – he’s 18 years old now. He could totally download one of those hookup apps and find someone here to have sex with. His heart starts racing as he downloads one and fills out the profile. He’s always wanted to do this, Sky figures, no reason to wait until college.
He keeps the profile vague and puts no photos just in case, only his age and that he’s a bottom. He shops around the app. A few faceless profiles, but those are probably people that live in the surrounding town. He refreshes the app until a new face comes up.
His name is Vic. He’s an attractive older lion with graying fur and a kind smile, maybe 40 or so. The first photo is him in business attire, the second him in a cute green Speedo. He’s looking for a bottom. His bio says he’s currently staying at the Lanai Beach Resort + Spa for a business conference, that he’s married and in an open relationship. And the kicker – his profile says he’s zero feet away.
Sky glances around, trying to stay covert. Vic could literally be anywhere. His parents could literally be anywhere, for that matter. He covers the boner in his beach shorts with a towel and takes a sip of his pina colada like he’s just looking up at the clouds.
And then he realizes what zero feet means. Vic is literally a few deck chairs over, nobody in between them. He’s in a pink Speedo, such a built guy he’s practically bursting out of it. His eyes are closed and he’s bathing in the sun, listening to music in his headphones.
Sky doesn’t hesitate to send a message:
Hey there
He watches Vic out of the corner of his eyes. He must have his notifications on because he checks his phone soon after and sends a quick response:
Hey bud!
You’re super close
Are you staying at Lanai?
SKY:
Yup
VIC:
Got any pics?
Sky sends a few photos over. Nothing too flattering, just dumb photos of him and his buddies and a few selfies. He sees Vic grin and sinks further into his deck chair. This might actually happen.
VIC:
Oh wow
You are such a cutie
SKY:
Thank you hehe
VIC:
Are you looking to have any fun? My room is free :)
SKY:
That sounds really nice
VIC:
Ur super close
You must be right near me
SKY:
I’m actually over here lol
Vic looks up at him and gives the same smile from the photo and a little wave.
Sky gathers his towel and his bag and heads over to the chair right next to him. His legs feel weak as he walks over but he knows he wants this. How could he not with that smile? With those pecs?
“Hey, kid!” Vic says as he sits down. “I didn’t realize you were right there. That’s so funny.”
“Like right there. I’m Sky.”
“Sky, huh? You’re a real cutie.” He reaches forward and puts his paw on Sky’s arm. Sky knows he’s bright red and shaking a little bit. “You like that, huh?”
“Sorry, I’ve just never really… done this before.”
“I mean, no better day, huh? Beautiful beach, lovely sky, free room. We don’t have to do anything you don’t want to.”
“Ummm… I’m just trying to keep this, like, under wraps.”
“Oh oh, sure.” Vic sits up and grabs his bag. “Hey, I’m gonna go back to my room. 314. Probably gonna shower the sun off…” He grins, practically giving him a big wink. “So yeah. 314. I’ll probably be out of the shower in 10 minutes.”
“Okay. I’ll be sunbathing.”
“Alright, kid.” He stands up and walks off, his butt shaking in his pink Speedo. “314.”
Sky sits there and shakes in excitement. He’s never done this before, especially with a sexy older guy. It’s a good thing Vic understood what he was putting down and went off to his room first, because Ace wanders over from the poolside bar soon after. “Hey, bro,” he says, sitting down in the deck chair next to him, the same one Vic was on.
“Hey, man.”
“Who was that?”
“Hm?”
“The lion in the little bitty pink Speedo?”
“Oh, I dunno. Just some guy.”
“What were you talking about?”
“He was like, ‘Oh isn’t the sky so pretty?’” Not untrue. “The kind of thing people say to you on vacation.”
“Bro, people love saying shit like that. This lady asked me which sandals she should buy when I was getting chips earlier. Like, I don’t know, bro. Why am I being roped into this?”
Sky chuckles, but he’s a little too distracted for it to sound completely sincere. “I’m gonna take a walk, I think.”
“Cool. I’m gonna try to get Dad to buy me alcohol,” he says. “Wait, you can buy me alcohol!”
“Oh, wow, um…” Sky stands up, still half-hard. “Okay, I’ll buy us some drinks later around sunset and we can swim. That sound okay?”
“Hell yeah. Have a good walk.”
“Thanks.”
Sky stands at the patio of 314. It’s a really nice room that leads basically straight onto the ocean. He knows deep inside his body this is what he wants – he wouldn’t still be hard if that was the case – but the idea of going in there and hooking up with a guy twice his age still makes him freeze. He takes a deep breath and knocks on the door.
“Come in!” Vic says.
He invites himself in. The air conditioning hits him like a truck. Vic is laying on his bed in a fluffy white bathrobe, watching TV. “Hi.”
“Hey, kid!” Sky shuts the door behind him quickly and steps in. He catches a glimpse of himself in the mirror standing there in his bathing suit, the fur on his chest all scruffy. Right in front of that is the big hulking lion he’s about to have sex with. “You wanna come cuddle?”
“Is that okay?”
He laughs and opens his arm. “Come over here.”
Sky climbs right next to him and Vic pulls him in tight. He’s so warm. Sky doesn’t expect it, but he finds himself wrapping his own arm right over Vic’s body. Somehow, cuddling a man he’s never met before feels so secure. “What are we watching?”
“King crab fishing show.”
“They’re really catching those crabs.”
Vic chuckles and Sky can feel it through his whole body. He smiles. “You’re so handsome.”
Sky tucks his face further in so the lion can’t see him blushing. “Thank you.”
“So gorgeous. I wish I looked half as handsome as you when I was your age.”
It’s quiet for a little bit as they both pretend to watch TV. Sky nuzzles his head in a little more and he can feel Vic smile.
“You’re here with your family, I assume?”
“That’s kind of why I wanted to keep it hush.”
He smiles. “Don’t worry. This stays between us.”
“Thank you.”
“So, uh, when you said you haven’t done this before – you mean with an older man?”
“No, uh…”
“Like hooking up?”
“No.”
“Oh… so you’re a virgin.”
Sky smiles bashfully. “Is that okay?”
Vic sits up and puts a serious expression on his face. “That’s okay, but… are you sure you want your first time to be like this? I don’t mind at all, because, as I said, you’re very cute and I wouldn’t mind taking it slow, but you’re a handsome young man and there are going to be a lot more opportunities to do this for you. And it might be more special then, you get what I’m saying?”
“Well… I dunno. I just turned 18 and I wanted to, you know. Celebrate.”
“How long ago?”
“Three days.”
Vic grins a little. “Oh, wow. Happy birthday.”
“Thank you.”
“What am I talking about, that’s very special.” He chuckles. “Here. Why don’t we have some fun, then I’ll get us something nice from room service. Free of charge.”
“That’s very nice of you.”
“Company credit card!” he laughs, pulling Sky in closer. “What do you want to do?”
He scratches the back of his head. “I didn’t, uh, think I’d get this far.”
Vic grins. “I have an idea.”
“Yeah?”
He shakes his bathrobe open. Up top, his beautiful pecs are exposed. Down lower is his erect cock. “How ‘bout we start here?”